Growing Doola with Arjun Mahadevan

Prateek Mathur
April 2, 2025

In this episode of the How I'm Building This Podcast, Prateek interviews Arjun Mahadevan from Doola who shares his entrepreneurial journey, from his multicultural upbringing to founding Doola, a company that simplifies business formation and bookkeeping for e-commerce entrepreneurs. He discusses the importance of mentorship, the challenges of hiring, and the significance of customer feedback in scaling a business. Arjun emphasizes the need for persistence, the value of niching down, and the balance between work and mental health as he looks towards the future of Doola and its mission to empower entrepreneurs worldwide.

Takeaways:

  • Arjun's multicultural background shaped his entrepreneurial mindset.
  • The American dream and immigrant mindset influenced his journey.
  • Persistence is key in entrepreneurship; follow-ups matter.
  • Hiring fast can lead to costly mistakes; take your time.
  • Narrowing focus to a niche can lead to greater success.
  • Customer feedback is crucial for growth and improvement.
  • Building strong investor relationships is like dating.
  • Mental health is intertwined with physical health for founders.
  • Doola aims to simplify business processes for e-commerce.
  • The future of Doola includes expanding its services globally.

Sound Bites:

  • "Don't forget about the customer."
  • "You need to know your numbers."
  • "The sale is made in the follow-up."

In this episode, we cover:

00:00 The Journey Begins: Arjun's Background and Entrepreneurial Spirit

03:24 The Accelerator Experience: Y Combinator Insights

05:30 Navigating Investor Relationships and Series A Funding

08:56 Hiring Strategies: Finding the Right Fit for Your Team

13:00 The Founding Story of Doola: Lessons from Early Mistakes

15:17 Narrowing Focus: The Importance of Niching Down

17:08 Scaling Customer Acquisition: Effective Marketing Channels

20:18 Listening to Customers: Building a Customer-Centric Business

23:20 Understanding E-commerce Business Formation Needs

25:35 The Power of Persistence: A Scrappy Founder's Story

27:50 Debunking Common Startup Myths: The Truth About Delegation

29:53 Mental Health in Entrepreneurship: Balancing Mind and Body

31:34 The Future of Doola: Vision and Goals Ahead

Where to find Arjun:

LinkedIn: https://www.linkedin.com/in/mahadevanarjun/

Doola: www.doola.com

Where to find Prateek:

LinkedIn: https://www.linkedin.com/in/prateekmathur

Activated Scale: ⁠https://www.activatedscale.com⁠

For inquiries about sponsoring the podcast, email prateek@activatedscale.com

Prateek Mathur

Before founding Activated Scale, Prateek spent the last 20 years selling for and building sales teams at startups and public companies. He has won numerous awards and recognitions over his sales career. Over the last 5 years, he has advised a number of startups on their GTM, sales hiring etc. Prateek has intricately seen the pitfalls that startups face when scaling their business and hiring sales talent. With Activated Scale, he aims to make sales hiring easier by connecting companies with experienced US-based sales talent fractionally. Prateek is fascinated by the drive of a startup founder and loves their passion, vision and mission to reimagine our world.